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Downtown Sarasota

One of the most popular communities provided by The Graf Group of Coldwell Banker

Downtown Sarasota

About Downtown Sarasota

Living in downtown Sarasota, Florida offers a vibrant blend of urban sophistication and coastal charm. This lively neighborhood is known for its stunning bayfront views, cultural attractions, and a diverse array of dining and shopping options. Residents enjoy easy access to world-class art galleries, theaters, and festivals that showcase the area’s rich artistic heritage. The nearby sandy beaches provide a perfect escape for sun-seekers and outdoor enthusiasts, while the city's parks and waterfront promenades promote an active, healthy lifestyle. With a strong sense of community and a dynamic atmosphere, downtown Sarasota is not just a place to live; it’s a lifestyle that embraces both relaxation and excitement.

One of the most popular communities provided by The Graf Group of Coldwell Banker

2,585

# of Listings

2

Avg # of Bedrooms

$656

Avg. $ / Sq.Ft.

$1,298,110

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

2585 Properties Found. Page 166 of 173.

Price reduced

Welcome to this charming 2-bedroom, 2-bath villa tucked away in a private Sarasota community of just 26 villas. Surrounded by a beautiful wooded setting, this home offers a peaceful retreat while keeping you close to everything Sarasota has to offer. Enjoy a tranquil wooded view from the back of the property, creating a relaxing backdrop with added privacy. This home offers plenty of parking with an oversized driveway providing ample space for multiple vehicles. Conveniently located just minutes from Sarasota-Bradenton International Airport, beautiful Gulf Coast beaches, shopping, dining, and everyday conveniences. Whether you're looking for a full-time residence, seasonal getaway, or low-maintenance Florida home, this villa offers a wonderful combination of privacy, convenience, and location.

SARASOTA

4643 SUMMERWIND DRIVE 22

2 Beds

2 Baths

966 Sq.Ft.

$155,000

MLS#: L4964216

Price reduced

#TB8522264

SARASOTA

3981 MACEACHEN BOULEVARD 330

2 Beds

2 Baths

978 Sq.Ft.

$154,900

MLS#: TB8522264

Price reduced

Bright, spacious, and ideally located in the heart of Sarasota! This well-maintained 3-bedroom, 2-bath condo in a desirable 55+ community offers a flexible floor plan filled with natural light throughout the day.

One of the standout features is the exceptionally large 20’ x 12’ third bedroom, perfect as a den, hobby room, media room, or additional living space.

The kitchen features granite countertops, abundant cabinetry, and a pantry, providing excellent storage and functionality. Pocket doors to the guest bedroom and bath create privacy for visiting family and friends.

Enjoy sunny mornings or relaxing afternoons on the south-facing screened lanai, bringing wonderful light into the home throughout the day.

This condo is offered fully furnished and includes a covered carport parking space. The air conditioning system was replaced just two years ago, offering added peace of mind.
The $615 monthly fee includes water, sewer, trash, cable TV, and internet, making it easy to enjoy a low maintenance Florida lifestyle.

Residents enjoy a community pool and clubhouse with kitchen, and one of the most unique features of this location is the rare walkability — you can easily stroll to Publix, Walmart, HomeGoods, banks, restaurants, and more.

Located mid-Sarasota just minutes to downtown, UTC, and the Gulf beaches, this is a great opportunity to own an affordable 3-bedroom home in a highly convenient location, perfect for year-round living or a seasonal Florida retreat.

Opportunities like this — a 3-bedroom condo in Sarasota at this price point — are rarely available.

55+ community. No pets and no rentals permitted. Laundry room conveniently located just down the hall, with potential for in-unit washer and dryer installation

SARASOTA

3983 MACEACHEN BOULEVARD 424

3 Beds

2 Baths

1,270 Sq.Ft.

$153,900

MLS#: A4685632

Welcome to 115 White Oak Way, where thoughtful updates, low-maintenance living, and an unbeatable Sarasota location come together in one exceptional home. Nestled within Oakwood Manor, Sarasota's only gated, resident-owned manufactured home community inside the city limits, this beautifully renovated 2-bedroom, 2-bath residence offers approximately 1,280 square feet of comfortable living space, including a spacious enclosed lanai perfect for relaxing or entertaining.

The heart of the home is the stunning 2025 kitchen featuring new cabinetry, quartz countertops, stainless steel appliances, and a fresh, modern design. Luxury vinyl plank flooring flows throughout, while updated bathrooms, new lighting, ceiling fans, refreshed outlets, and a new front door complete the move-in-ready appeal. A roof resealed in 2024 and a 3-ton Rheem HVAC provide added peace of mind.

Ideally situated near both community entrances and just a short stroll to the clubhouse, this home offers easy access to everything Oakwood Manor has to offer. Enjoy land ownership with an affordable $210 monthly fee that includes beautifully maintained common areas and outstanding amenities, including a heated pool and spa, fitness room, library, clubhouse, bocce, shuffleboard, putt-putt golf, cornhole, horseshoes, and a full calendar of social activities.

Outdoor enthusiasts will love being adjacent to the Legacy Trail and only steps from public pickleball courts. Plus, you're just minutes from downtown Sarasota, Siesta Key and Lido Key beaches, SRQ Airport, Sarasota Memorial Hospital, Doctors Hospital, golf courses, shopping, dining, and the arts.

Whether you're looking for a full-time residence or the perfect Florida retreat, this beautifully updated, land-owned home offers comfort, convenience, and an active 55+ lifestyle in one of Sarasota's most desirable manufactured home communities. Community rules prohibit motorcycles and dogs; qualified service or therapy animals are permitted. Schedule your private showing today and discover why so many love calling Oakwood Manor home.

SARASOTA

115 WHITE OAK WAY

2 Beds

2 Baths

1,040 Sq.Ft.

$152,000

MLS#: A4697185

*Additional photos coming soon* Welcome to 3226 Sweet Bay Terrace in the highly desirable 55+ gated community of Oakwood Manor, the ONLY resident-owned manufactured home park within Sarasota city limits—meaning NO LOT RENT! This well-maintained 2-bedroom, 2-bathroom home offers seamless laminate flooring throughout the main living areas, kitchen, and bedrooms, creating a clean, cohesive look that's both stylish and easy to maintain. Enjoy added peace of mind with a June 2026 FULL ROOF RESTORATION, featuring a silicone roofing system over the existing metal pan roof and backed by a 10-YEAR TRANSFERABLE WARRANTY. Additional updates include a newer carport with upgraded tie-downs rated up to 150 mph (2017), HVAC (2016), and water heater (2011). Best of all, the home experienced no damage from the 2024 storms. Being offered FURNISHED, this home is truly move-in ready. Furnishings include, but are not limited to, a full-size bed in the primary bedroom, two twin beds in the guest bedroom, dining table and chairs, living room sofa, side table, TV stand with TV, chair with ottoman, some FL room/Lanai furniture, and an equipped kitchen with items needed for everyday living. The additional 8x12 shed provides for ample storage and utility space. Oakwood Manor is a beautifully maintained, gated 90-acre community offering an exceptional Florida lifestyle with a low $210/month maintenance fee, which includes lawn care, cable TV, access to the heated pool and spa, clubhouse amenities, and more. Residents enjoy a spacious clubhouse with a fitness room, library, billiards, commercial kitchen, event hall, stage, dance floor, and an active social calendar filled with year-round activities, clubs, shuffleboard, putt-putt, and community events. Ideally located adjacent to the Legacy Trail and Sarasota's city-managed pickleball courts. Oakwood Manor is located nearby downtown Sarasota and the sandy shores of Lido Beach is an easy drive, with convenient access to shopping, dining, Tamiami Trail, and I-75. Please note that Oakwood Manor is an age-restricted community and does not permit pets or motorcycles. Don't miss this opportunity to own an affordable home in one of Sarasota's most unique and sought-after resident-owned communities!

SARASOTA

3226 SWEET BAY TERRACE

2 Beds

2 Baths

1,032 Sq.Ft.

$152,000

MLS#: A4698716

Welcome to your Sarasota retreat in a highly desirable central location close to everything. This charming 2 bedroom, 2 bath corner condo on the second floor offers an ideal blend of comfort, convenience, and opportunity. The spacious layout provides a bright, open feel. Enjoy Florida living year-round from your enclosed private balcony, perfect for morning coffee, quiet afternoons, or relaxed evenings with friends. The well-maintained community features a sparkling pool, making it easy to unwind and enjoy the sunshine just steps from your door. For golf enthusiasts, The Palms Golf Club at Forest Lakes is nearby, offering a picturesque setting to practice your swing. Downtown Sarasota is just a short drive away, where you'll find a wonderful array of shops, restaurants, and cultural attractions, while the Legacy Trail, just around the corner, is perfect for biking, walking, jogging, and enjoying the natural beauty of the area. Plus, the pristine beaches of Siesta Key and Lido Key are within easy reach as well. Rentals are allowed, making this an excellent option for investors. Whether you’re looking for a primary residence, a second home, or an income-producing property, this condo offers endless potential in one of Sarasota’s most convenient locations. Schedule your private showing today and envision the possibilities!

SARASOTA

2507 BENEVA ROAD 10

2 Beds

2 Baths

1,260 Sq.Ft.

$150,000

MLS#: A4679145

LOCATION, LIFESTYLE, AND VALUE! Just under two miles from the world-famous quartz sand of Siesta Key Beach, this beautifully maintained 2-bedroom, 1.5-bath townhome in Trinity Village Condominiums delivers the ideal Florida lifestyle. Offered TURNKEY furnished, this light and bright home features granite countertops, ceramic tile, and engineered wood flooring throughout. The open living area flows seamlessly to a screened lanai with peaceful courtyard and pool views, creating the perfect space to relax or entertain. Upstairs, the primary bedroom boasts its own private screened lanai overlooking the same lush courtyard setting, your own quiet retreat. Located across the street from Detwiler’s Farm Market and just blocks from the shops, dining, and nightlife of Gulf Gate, and with quick access to Interstate 75, convenience is at your doorstep. Walk or bike to everything you need, including the beach. Perfect as a full-time residence, seasonal getaway, or income-producing rental, this property checks all the boxes for location, comfort, and opportunity.

SARASOTA

2946 CLARK ROAD 2946

2 Beds

1 Baths

985 Sq.Ft.

$150,000

MLS#: A4689366

Price reduced

1st floor end unit with open living area kitchen to living room and florida room. Great updates to include new kitchen and bath.

SARASOTA

2938 CLARK ROAD 102

2 Beds

1 Baths

888 Sq.Ft.

$150,000

MLS#: O6399693

Price reduced

Virtually Staged. Welcome to 2616 Hidden Lake Dr. N., a beautifully updated first-floor condominium offering peaceful pond views and a prime location just minutes from downtown Sarasota and the Gulf beaches. This well-maintained home features numerous upgrades including impact-resistant windows, plantation shutters, porcelain tile flooring, stainless steel appliances, and upgraded soft-close kitchen drawers and cherry wood cabinetry, creating a modern and comfortable living space. The community offers resort-style amenities including two swimming pools (one heated), tennis courts, playground, clubhouse, and a fitness center, making it ideal for both year-round living and seasonal enjoyment. Major financial advantage: Seller is offering to pay Doc Stamps and Title Insurance, and over $12,000 in community assessments have already been fully paid by the seller providing added peace of mind for the new owner. Enjoy convenience, upgrades, and scenic surroundings in this desirable Sarasota location and remember to tell all friends and family “ I live where you vacation!”

SARASOTA

2616 HIDDEN LAKE DRIVE N A

2 Beds

1 Baths

912 Sq.Ft.

$150,000

MLS#: A4684833

Price reduced

Bottom floor end unit with updated kitchen and bath. Nice open layout with kitchen overlooking the living room and outdoor Florida room.

SARASOTA

2938 CLARK ROAD 203

2 Beds

1 Baths

888 Sq.Ft.

$150,000

MLS#: O6399686

Charming 1 bed/1 bath condo located in Pinewood Village. This 3rd floor unit boasts an abundance of natural light, offering a bright and airy living space that is perfect for entertaining guests or simply enjoying a peaceful afternoon at home. The building itself offers elevators for convenient access, as well as additional secured storage space to hold your belongings. Residents of Pinewood Village have access to a range of impressive amenities, including a heated pool to enjoy all year round, shuffleboard court, clubhouse with kitchen, billiard room, fitness room to keep your workouts on track, and even dry-heat saunas for ultimate relaxation. The community also features laundry facilities for added convenience. This condo is located in a prime location, with Riverview High School just a short half-mile walk away, and Phillipi Shores Elementary School only 1 mile away. For those looking for a beautiful day at the beach, Siesta Key is less than 5 miles away and is known for its stunning powder sand beaches, rated among the most beautiful in the world. This is the perfect opportunity to own a condo in Pinewood Village, offering both comfort and convenience. Whether it’s a primary residence, second home, or an investment, don't miss out on the chance to make this condo yours! Seller financing and rent-to-own options are available.

SARASOTA

2763 WOODGATE LANE 307

1 Beds

1 Baths

663 Sq.Ft.

$149,950

MLS#: S5083103

OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! LOW-MAINTENANCE LIVING IN A HIGH-VALUE LOCATION
** Welcome to Oakwood Manor, Sarasota’s only resident-owned 55+ community within the Sarasota city limits—where affordability meets an active, social lifestyle. This 2-bedroom, 1.5-bath home offers 749 sq. ft. of living space and sits on a desirable oversized lot (50 x 80.5), giving you extra room and exciting potential. A spacious covered and screened Florida room welcomes you at the front of the home—perfect for morning coffee, entertaining guests, or simply enjoying the Florida lifestyle year-round. Major Updates Already Done: ** A/C replaced in 2020 ** Roof replaced in 2023, new flooring through out 2026, new Kitchen, new baths and half bath and newly painted interior. Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees and friendly, welcoming atmosphere. Community Amenities Include: ** Clubhouse with fitness room, dance floor & library ** Heated pool & hot tub ** Putt-putt golf, bocce ball, shuffleboard & cornhole ** Ping-pong & pool table ** Shaded seating areas & picnic park with grill ** Full calendar of social events and activities Love pickleball? Courts are just a short bike ride away along the Legacy Trail, located right next to the community. You’re also just minutes from downtown Sarasota, Gulf beaches, shopping, dining, and major hospitals—everything you need, right at your fingertips. Note: no pets, motorcycles or trucks community

SARASOTA

3415 SPANISH OAK TERRACE

2 Beds

1 Baths

749 Sq.Ft.

$149,900

MLS#: A4702390

Virtually Staged. Welcome to Glen Oaks where location, lifestyle, and value come together in one beautifully updated 55+ community home. This spacious 2-bedroom, 2-bath residence features a recently painted and very well maintained space, with newer appliances and new water heater in 2022. The oversized primary suite includes two spacious closets, and the smart layout makes the home feel significantly larger than its approximately 950 sq ft. One of the standout features is the back patio overlooking peaceful open green space, and the front door overlooking beautifully maintained courtyard. The location is exceptional. Residents are just steps from a public golf course and lawn bowling. UTC mall and downtown Sarasota are both just 5 miles away, I-75 is only 4 miles, and SRQ airport is only 6 miles. Enjoy easy access to world-famous Gulf Coast beaches including Lido Key at 7 miles away and Siesta Key Beach just 10 miles away. Anna Maria is also an easy drive for dining, shopping, and beach days. Residents here enjoy access to community amenities including a pool, fitness center, shuffleboard, and pet-friendly policies. All within a welcoming 55+ community. Whether you're searching for a full-time Sarasota residence, seasonal getaway, winter retreat, low-maintenance snowbird lifestyle near golf, shopping, dining, and beaches, this home checks all of the boxes.

SARASOTA

1310 GLEN OAKS DRIVE E 383E

2 Beds

2 Baths

903 Sq.Ft.

$149,900

MLS#: A4702533

A Great Deal!!

Discover the ease and comfort of Florida living in this thoughtfully maintained TURNKEY furnished home located in the ONLY gated 55+ Resident Owned Park in the City limits of Sarasota!! This 2 bedroom home has beautiful curb appeal with the landscaped pavers and palm trees. This home has been tastefully decorated and offers a peaceful, move-in-ready retreat— ideal for seasonal or full time residents seeking simplicity, and comfort.

Guest will appreciate the split plan feature with the 3rd bedroom which can also be used as a Den/Office. Enter through the quaint French doors to a cottage style queen set, separate AC system, flat screen TV, and private wardrobe.

There is plenty of space for up to 9 with a king bed, queen bed, double bed and both the sofa and loveseat convert into a queen-size sleeper with a new mattress and a single sleeper loveseat, making this ideal for visiting guests.

The dining table stores extra leaves and there is seating for 6. The coffee table rises to accommodate additional table space.

The kitchen has great natural lighting and includes stainless steel appliances installed in 2020. The dishwasher, rolling island, CD radio player and water filter system were installed after 2021. The pantry provides plenty of room for storage needs.

Embrace a relaxed Florida lifestyle with a good book or visit with friends in the screened lanai. Whether you are arriving for the season or enjoying full-time living, immediately begin soaking in Florida’s warm weather, friendly community, and relaxed pace of life.

Upgrades include: Vinyl siding, extra large storage room that can be used as a Florida room as well, separate shed room, washer/dryer and utility sink in the storage area, screen lanai added 2024, HVAC system installed 2020 maintained and enhanced by a whole-house duct enlargement for improved airflow throughout the home. Water heater 2025, vapor barrier replaced 2023, Interior upgrades include the stainless steel appliances, some drywall, updated entry door, and all flooring has been updated. Additionally, there is a
hurricane shutter and rain gutters.

The utility room adds exceptional value, featuring an additional refrigerator, a washer and dryer, offering convenience and extra storage, perfect for seasonal living or hosting guests.

Note: a few pictured items do not convey with sale.

About Oakwood....This 55+ gated 90 acre community boasts a low maintenance fee of $210/month. Its vast amenities start with the spacious Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, state of the art fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample umbrella tables, lounge chairs and updated shower rooms. Oak trees shade the beautiful park area, picnic tables and a community grill. Additional amenities to enjoy are the community putt putt course, bocce ball, ping pong and corn hole. Oakwood Manor is a vibrant community with numerous social events and activities. It is conveniently located adjacent to Legacy Trail and 12 newer pickle ball courts. Just a short drive to our crystal sand beaches, downtown area, the marina, fishing pier, local golf courses, shopping, variety of restaurants, the museum, SRQ airport, SMH and Doctors hospital. Please note that Oakwood is a no pet, no motorcycle Park.

SARASOTA

3317 OVERCUP OAK TERRACE

2 Beds

1 Baths

901 Sq.Ft.

$149,900

MLS#: A4679455

New on site 2 days ago

Welcome to 1125 Longfellow Way, where peaceful preserve views, thoughtful updates, and an incredibly convenient Sarasota location come together in this spacious 3-bedroom, 2.5-bath end-unit condo. With approximately 1,365 square feet of living space spread across two levels, this home offers the comfort and feel of a single-family residence while maintaining the ease of low-maintenance Florida living. Being an end unit makes all the difference, bringing in additional natural light, while offering a greater sense of privacy. Inside, the home feels fresh and inviting with an open living and dining area complemented by quartz countertops, updated cabinetry, modern lighting and plumbing fixtures, fresh interior paint, and new carpet throughout. The layout provides plenty of room for both everyday living and entertaining, while three bedrooms upstairs create separation between your living and private spaces. Just beyond the main living area, step outside to your private patio overlooking the preserve. With no immediate rear neighbor and a backdrop of natural Florida greenery, it’s a peaceful place to start your morning with coffee, unwind in the evening, or enjoy Sarasota’s beautiful year-round weather. The community offers even more to enjoy with a swimming pool, clubhouse, tennis courts, and basketball court, and the recently completed community roofs provide an added benefit for the next owner. Perhaps one of the best features of this home is its location. Tucked away from the busier parts of town while still just minutes from University Parkway, UTC, SRQ International Airport, shopping, restaurants, golf, and everyday conveniences; you’ll also have easy access to Downtown Sarasota and the Gulf beaches when it’s time to enjoy everything the area is known for. Whether you're searching for a full-time residence, seasonal Florida escape, or an annual rental property, 1125 Longfellow Way offers an appealing combination of space, privacy, amenities, and location. Come see just how easy Sarasota living can be.

SARASOTA

1125 LONGFELLOW WAY 125-B

3 Beds

2 Baths

1,365 Sq.Ft.

$149,900

MLS#: A4703569

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