Sarasota's Premier Homes

2749 ORCHID OAKS DRIVE 302

SARASOTA , FL 34239

MLS#: A4685445

$260,000

Status: Active
Listing number: A4685445
Listing provided by: MICHAEL SAUNDERS & COMPANY
Listing agent phone: None
Last update: 2 hours ago
New on site 1 day ago
Browse Properties
ORCHID OAKS I - Residential

Property

Beds

2

Full Baths

2

1/2 Baths

None

Year Built

1980

Sq.Footage

1,365

Ideally located in the centrally positioned community of Orchid Oaks, this beautifully updated 2-bedroom, 2-bath, 1,365-sq-ft third-floor condominium offers comfortable living with convenient access to the best of Sarasota. Inside, the residence features a thoughtfully updated kitchen with granite countertops and stainless-steel appliances, complemented by generous cabinetry and workspace. The open living and dining areas create an inviting atmosphere for everyday living and entertaining, while the screened lanai provides a peaceful place to relax and enjoy the surrounding tropical setting. The condominium presents an excellent opportunity for seasonal enjoyment, full-time living, or income potential. The rental policy allows a 30-day minimum lease, up to three times per year. Orchid Oaks residents enjoy beautifully maintained grounds and a variety of community amenities. The clubhouse and pool overlook scenic Phillippi Creek, and residents may reserve the clubhouse once per month at no cost for private gatherings. The community also features gazebos, walking trails, a dog run, and a peaceful creekside dock, providing multiple spaces to enjoy the property’s natural beauty. Located just minutes from Downtown Sarasota, Siesta Key’s renowned beaches, shopping, dining, golf courses, and Sarasota-Bradenton International Airport, this residence offers both tranquility and convenience. A wonderful opportunity to enjoy relaxed condominium living in a charming Sarasota setting. The residence is currently tenant-occupied through May 31.

Features & Amenities

Interior

  • Other Interior Features

    Elevator, Crown Molding, Walk-In Closet(s)

  • Total Bedrooms

    2

  • Bathrooms

    2

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central

  • Pet friendly

    Yes

Exterior

  • Garage

    No

  • Construction Materials

    Block, Stucco

  • Other Exterior Features

    Balcony, Dog Run, Garden, Storage

  • Parking

    Assigned, Covered, Deeded, Off Street

  • Patio and Porch Features

    Covered, Patio, Porch, Screened

  • Pool

    No

  • Waterfront YN

    YES

  • View

    Water, Pool, Trees/Woods

Area & Lot

  • Lot Features

    Waterfront

  • Property Type

    Residential

  • Property Sub Type

    Condominium

Price

  • Sales Price

    $260,000

  • Tax Amount

    $3,014.37

  • Sq. Footage

    1, 365

  • Price/SqFt

    $190

HOA

  • Association

    Yes

  • Association Fee Includes

    N/A

  • Total Monthly Fees

    $869

School District

  • Elementary School

    Phillippi Shores Elementary

  • Middle School

    Brookside Middle

  • High School

    Sarasota High

Property Features

  • Stories

    3

  • Association Amenities

    Park, Pool

  • Foundation Details

    Block, Slab

  • Ownership

    Condominium

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    302

  • Water Source

    Public

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

Sarasota

Elementary School

Phillippi Shores Elementary

Middle School

Brookside Middle

High School

Sarasota High

Listing Courtesy of Evan Weber , MICHAEL SAUNDERS & COMPANY

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent Michael Graf

Business Coach | Executive Sales Associate | Realtor®

Michael Graf

Call Michael today to schedule a private showing.

(941) 315-6980

michael@thegrafgroupvip.com


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
Ideally located in the centrally positioned community of Orchid Oaks, this beautifully updated 2-bedroom, 2-bath, 1,365-sq-ft third-floor condominium offers comfortable living with convenient access to the best of Sarasota. Inside, the residence features a thoughtfully updated kitchen with granite countertops and stainless-steel appliances, complemented by generous cabinetry and workspace. The open living and dining areas create an inviting atmosphere for everyday living and entertaining, while the screened lanai provides a peaceful place to relax and enjoy the surrounding tropical setting. The condominium presents an excellent opportunity for seasonal enjoyment, full-time living, or income potential. The rental policy allows a 30-day minimum lease, up to three times per year. Orchid Oaks residents enjoy beautifully maintained grounds and a variety of community amenities. The clubhouse and pool overlook scenic Phillippi Creek, and residents may reserve the clubhouse once per month at no cost for private gatherings. The community also features gazebos, walking trails, a dog run, and a peaceful creekside dock, providing multiple spaces to enjoy the property’s natural beauty. Located just minutes from Downtown Sarasota, Siesta Key’s renowned beaches, shopping, dining, golf courses, and Sarasota-Bradenton International Airport, this residence offers both tranquility and convenience. A wonderful opportunity to enjoy relaxed condominium living in a charming Sarasota setting. The residence is currently tenant-occupied through May 31.

2749 ORCHID OAKS DRIVE 302

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

Welcome to your retreat at Pelican Cove a waterfront community, a stunning 75-acre gated community nestled along Sarasota's Intracoastal Waterway. This charming second-floor condo offers the perfect blend of coastal comfort and resort-style living, complete with a turn-key furnished option for effortless move-in. Step inside to discover soaring vaulted ceilings that create an airy, open atmosphere throughout the combined living and dining room. The eat-in kitchen flows seamlessly onto a private balcony, ideal for savoring your morning coffee. A thoughtfully designed bonus area with a Murphy bed provides flexible space for guests or a home office with overlooking views of mature natural landscaping. Convenient in-unit laundry adds everyday ease. The true magic lies beyond your front door. Pelican Cove delivers an extraordinary lifestyle with seven heated pools, a relaxing hot tub, a fully equipped fitness center, lighted tennis and pickleball courts, and miles of scenic walking trails and boardwalks. Fishing gazebos dot the waterfront, and an 86-slip private harbor with kayak and paddleboard launch invites you to explore the glistening waters at your leisure. The location is equally impressive — just minutes from Sprouts Farmers Market, Costco, future Trader Joe's location, and the nearby Bayonne Park. World-famous Siesta Key and its pristine beaches are a short drive away, placing paradise practically at your doorstep. Discover the lifestyle you deserve at Pelican Cove. Schedule your private showing today!
#A4684384

SARASOTA

1626 BROOKHOUSE DRIVE 235

1 Beds

1 Baths

829 Sq.Ft.

$225,000

MLS#: A4684384

Palmer Ranch Condo close to Siesta Key and Lagacy bike/walking trail - Move in condition - Ceramic tile in living area - Bedrooms are both carpet - Glass enclosed lanai - New AC February 2026 - Outside storage room for bikes/beach chairs etc - Gated community with junoir olymnic sized heated pool hot tub/spa - Lighted tennis and pickle ball courts - basketball court - bicycle stands - BBQ/picnic area - Clubhouse includes fitness center - billard and card rooms - library and private 32 seat movie theatre - Pinestone is 1/2 mile to Sarasota Square Mall, Costco, YMCA, theatre and dining
#A4682787

SARASOTA

4205 CASTLEBRIDGE LANE 1112

2 Beds

2 Baths

1,068 Sq.Ft.

$275,000

MLS#: A4682787

Price reduced
8829 Daybreak Street, Sarasota, FL 34241 sits inside one of the most talked about master planned expansions in east Sarasota, and it hits the exact profile many buyers are actively searching for right now. Built in 2024, this nearly new townhome gives you modern construction, modern efficiency, and modern design without the uncertainty of building timelines or upgrade delays. With approximately 1,238 square feet, this 2 bedroom, 2.5 bath layout is designed around real world living. The open concept main level creates natural flow between kitchen, dining, and living areas, making daily life and entertaining simple and functional. Upstairs bedrooms create privacy and separation, giving flexibility for guests, work from home, or long term lifestyle comfort. Inside, you get clean lines, modern finishes, and contemporary systems that reduce near term maintenance risk. This is the advantage of newer construction that many buyers are prioritizing today. Predictable ownership costs. Efficient layout. Long term usability. Located within the Skye Ranch Daybreak neighborhood, this section represents one of the most accessible entry points into the broader Skye Ranch community. Larger single family homes nearby command significantly higher price points, which makes this property a strategic way to secure a position inside the community without stretching into higher tiers. The surrounding environment delivers what relocation buyers and local move up buyers both want. Preserved wetlands. Mature oak trees. Palm lined streets. Walking and biking trails. Community gathering spaces. All positioned near Clark Road and Lorraine Road for strong access to shopping, dining, daily conveniences, and Gulf Coast destinations without heavy congestion patterns. Recent Daybreak Street sales confirm strong buyer interest while also reinforcing how important accurate positioning is in today’s market. Inventory for true newer construction townhomes in this price band remains limited, which is why properties like this tend to move when priced and presented correctly. Primary residence. Seasonal hold. Long term investment. This property checks all three. If you have been waiting for something newer, lower maintenance, and strategically located in a high growth Sarasota corridor, this is one worth looking at closely. For full property details, private showing options, or the complete property package, reach out directly.
#A4680412

SARASOTA

8829 DAYBREAK STREET

2 Beds

2 Baths

1,238 Sq.Ft.

$249,000

MLS#: A4680412

Welcome to Crooked Creek, a hidden gem in Sarasota adjacent to the Red Bug Slough Preserve. This beautifully maintained 2-bedroom, 2-bath 2nd floor residence was completely updated in 2021 and offers serene views of Crooked Creek, a charming wooden bridge, and lush park-like surroundings. The open and airy floor plan features hardwood floors and tile throughout, plantation shutters, a skylight at entry, and modern finishes. The updated kitchen includes white cabinetry, solid surface countertops with a large peninsula, tile backsplash, smart stainless steel appliances ( fridge and dishwasher 2025, oven and microwave 2021), a spacious pantry, and a garden window. Additional updates are water heater 2018, and reverse osmosis for kitchen sink 2025. The primary suite enjoys peaceful water, a walk-in closet, linen closet and sliding doors to a covered screened lanai. The updated bath has a washer/ dryer (2021)in separate laundry closet, as well as tile floors, a modern vanity, and tile shower . The guest bedroom offers flexible use with a built-in workstation and queen-size Murphy bed. Additional features include two screened covered lanais, reverse osmosis water system for kitchen sink, covered carport, and ample guest parking. Crooked Creek is a 78-unit community offering a heated resurfaced pool, updated poolside kitchen, gazebo with seating, gas and charcoal grills, tennis/pickleball court, community storage with individual lockers, newer roofs (2021), new carports, and recently painted buildings. HOA fees have been reduced by $69 per month from 2025, reflecting strong reserves and excellent financial management. Conveniently located minutes from Siesta Key Beach, Gulf Gate, downtown Sarasota, shopping, and dining. A true nature lover’s paradise.
#A4680117

SARASOTA

3363 CROSS CREEK DRIVE 3363

2 Beds

2 Baths

1,027 Sq.Ft.

$289,000

MLS#: A4680117

“Turn-Key Serenity Meets Sarasota Convenience—Step Into Nature Without Giving Up Location." Don't miss this First-Floor Condo That Lives Like a Home—Open, Airy, and Wrapped in Nature. Welcome to this beautifully updated, 2-bedroom, 2-bath residence in the desirable community of Crooked Creek. Purchased and updated in 2021, this unit is completely Turn-Key!!! The condo has been thoughtfully enhanced, including the conversion of a spacious 10' x 26' Florida room into additional living space, featuring floor-to-ceiling impact windows and sliding glass door that fills the home with natural light and makes you feel one with the nature, right outside your door. Offering over 1,450 square feet of living space, the layout is ideal for both everyday comfort and entertaining. Additional interior updates include NEW A/C 2024, new ceiling fans, recessed lighting, blinds, updated bathroom vanities, countertops, and toilets, Tile flooring throughout, as well as a large roll-out pantry closet and a washer and dryer (2021) located in a separate hallway laundry closet. The kitchen is equipped with updated appliances (2021-2024), including a brand-new refrigerator (Dec 2025), wood cabinets, a rolling kitchen cart, along with ample seating at the breakfast bar, kitchen table, and dining area. Sleeping accommodations include two large bedrooms and two sleeper sofas, providing flexibility for guests. Enjoy a private covered carport, plenty of open guest parking, and an inviting open-air front patio. Crooked Creek offers an exceptional community setting with newer roofs (2019+), a newly renovated clubhouse kitchen, a resurfaced Heated pool, Tennis court, Pickleball, Gazebo, grilling area (2 grills), Car wash area, community storage shed with designated space, and a peaceful environment bordering the Red Bug Slough Preserve—where residents can enjoy the 72 acre preserve offering 7 miles of walking/biking trails, a lake for fishing. You will definitely enjoy scenic views and local wildlife right from your backyard. The community is well managed and financially sound, with HOA fees reduced from 2025 rates of ($671 per month) to $632.00 per month in 2026, reflecting ongoing improvements and responsible stewardship. Conveniently located near beaches, shopping, dining, and all that makes Sarasota so special, this move-in-ready home provides the perfect blend of nature, comfort, and accessibility.
#A4675963

SARASOTA

3332 THORNWOOD ROAD 3332

2 Beds

2 Baths

1,450 Sq.Ft.

$292,500

MLS#: A4675963

Welcome to this lovely well maintained 2-bedroom, 2-bathroom corner unit villa located in the highly desirable Strathmore Villa South, a maintenance-free 55+ community in sunny Sarasota, Florida. This rarely available gem features a spacious open floor plan filled with abundant natural light that pours through every room, creating a warm and inviting atmosphere you'll absolutely love! The dining room/florida room has floor to ceiling screened windows all around that can be fully open to enjoy the cooler days in the fall. Both bedrooms are generously sized, with the primary suite offering a large walk-in closet and a private ensuite bathroom complete with a tiled shower. The guest bedroom is conveniently located next to the second full bathroom, perfect for visitors or everyday use. Enjoy the convenience of indoor laundry, a large storage closet, and a covered carport—a perfect spot to sip your morning coffee. The community amenities include a clubhouse with weekly events like Bingo night, a full kitchen for entertaining, a sun deck, outdoor shower, community pool, shuffleboard courts, and on-site laundry facilities. Tucked away off Bee Ridge Road, this central Sarasota location puts you just minutes from Siesta Key Beach, top-rated golf courses, shopping, dining, hospitals, entertainment, the Legacy Trail, UTC area and downtown Sarasota. Whether you're looking for a year-round residence or a seasonal retreat, this villa offers the perfect blend of peaceful comfort, convenience, and community. Contact us to schedule your private showing today and discover your slice of paradise!
#A4669929

SARASOTA

14 STRATHMORE BOULEVARD 14

2 Beds

2 Baths

1,055 Sq.Ft.

$229,900

MLS#: A4669929

Priced at $259,500, this spacious 3BR/2BA single-level villa with an attached 2-car garage offers comfort, potential, and exceptional value in one of Sarasota’s most desirable 55+ communities. The interior has just been freshly painted, and new stainless steel appliances have been installed. Set beside a quiet preserve, this end-unit villa is move-in ready today, with the flexibility to update at your own pace. Several major components have already been addressed, including a recently replaced A/C system, giving you peace of mind while you focus on personal touches and enjoying the Florida lifestyle. Inside, the 1,557 sq ft layout feels bright and open, featuring vaulted ceilings, generous room sizes, and easy flow to multiple porch and lanai spaces—perfect for morning coffee, relaxing with a book, or entertaining friends. The split bedroom plan offers privacy, and the attached 2-car garage provides storage and convenience rarely found at this price point. Center Gate Village 5 is known for its friendly, active 55+ atmosphere, offering maintenance-free living, a community pool, and a clubhouse for social gatherings. The location is hard to beat—just minutes to shopping, dining, medical facilities, I-75, golf, and Siesta Key Beach. If you’ve been watching this neighborhood, you know opportunities like this are rare—especially at this price. With fresh paint, updated appliances, solid fundamentals, and a peaceful preserve setting, this villa presents a wonderful opportunity to create your Sarasota retreat before snowbird season begins. Schedule your private tour today and see why this is one of the best values in Center Gate.
#A4669811

SARASOTA

4581 LAKECREST PLACE 22

3 Beds

2 Baths

1,557 Sq.Ft.

$259,500

MLS#: A4669811

Palmer Ranch condo close to Siesta Key and Legacy bike/walking trail. End unit - Move in condition with many updates - Ceremic tile through out - Updated kitchen and master bedroom bath - New AC 2021 - New hot water heater 2023 - Gated community with junoir olympic sized heated pool and hot tub/spa - Lighted tennis courts and pickle ball courts - basketball court - bicycle stands - BBQ/picnic area - Clubhouse includes fitness center - billard and card rooms - library and private 32 seat movie theatre - Pinestone is 1/2 mile to Sarasota Square Mall, Costco, YMCA, theatres and dining - Furnishings availale
#A4662111

SARASOTA

4235 CASTLEBRIDGE LANE 1210

2 Beds

2 Baths

1,068 Sq.Ft.

$284,900

MLS#: A4662111

New on site today
One or more photo(s) has been virtually staged. Great Location in Village Oaks!!! 2BR/2BA condo/villa all on one floor with a two car garage and nestled in a cozy community not far from downtown and near lots of shopping, restaurants and the beautiful beaches of Sarasota. This villa is move in ready with granite kitchen counter tops, double vanities and large walk-in closet in the primary bedroom. A fully enclosed sun room affords you extra living space in a light and bright area. Newer washer and dryer come with the villa. No exterior maintenance is done by you allowing you the time to enjoy the amenities in Village Oaks such as the beautiful swimming pool, tennis and pickleball courts and walking in a lovely setting in this community. Sarasota also offers so many wonderful activities with the new Mote Marine Aquarium, the circus events, boating and golfing availability, the beautiful University Town Center Mall and all the restaurants and shopping there and surrounding the mall. This is a beautiful piece of paradise where this lovely villa awaits you!
#A4685298

SARASOTA

4767 OAK HILL COURT 48

2 Beds

2 Baths

1,451 Sq.Ft.

$248,000

MLS#: A4685298

New on site 1 day ago
Live the ultimate Florida lifestyle in this beautiful townhouse located in a gated community right in the heart of it all. Conveniently situated near University Town Center (UTC), you’ll enjoy easy access to an endless selection of restaurants, shopping, and entertainment. This light and bright home features an open floor plan with high ceilings that create a spacious and inviting feel. Updates include stylish flooring, modern kitchen cabinets and countertops, and refreshed bathrooms. The spacious primary bedroom offers a private en-suite bathroom and a walk-in closet. Additional highlights include an indoor laundry room and an attached one-car garage for added convenience. Residents of the community enjoy fantastic amenities, including two pools, tennis courts, a relaxing spa, and a playground for the kids—perfect for enjoying the Florida lifestyle year-round.
#TB8484621

SARASOTA

5655 BENTGRASS DRIVE 9-117

3 Beds

2 Baths

1,395 Sq.Ft.

$308,000

MLS#: TB8484621

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service