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$599,000
Monthly Est:$2,981
3 Beds
- 2 Baths
2 full baths
2,187sqft
138 Holly Ave, Sarasota, FL 34243
$599,000
$2,981/moEst:
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Single Family Residence
Built in 1961
$-- HOA
11,700 sqft lot
$274/sq.ft
Description
Under contract-accepting backup offers. Virtually Staged. Welcome to 138 Holly Avenue, nestled in the highly sought-after Whitfield Estates, where timeless charm meets modern comfort just moments from the sparkling waters of Sarasota Bay. Beautifully renovated from top to bottom, this move-in-ready residence offers 2,187 square feet of thoughtfully designed living space on over a quarter-acre, creating the perfect blend of style, functionality, and everyday luxury.
From the moment you step inside, you’ll appreciate the home’s bright, open feel. Expansive sliding glass doors and oversized windows flood the interior with natural light, seamlessly connecting the indoor living spaces to the outdoors. Designer lighting, dimmer switches throughout, and elegant finishes create the perfect ambiance from sunrise to sunset, while the spacious layout offers comfortable living and effortless entertaining.
The beautifully updated kitchen is equipped with stainless steel appliances, complemented by quality finishes and an inviting flow into the main living areas. Additional peace of mind comes with a brand-new roof, hurricane-impact windows and doors, and meticulous updates throughout, allowing you to simply unpack and enjoy.
Step outside to your private, oversized backyard, where there’s plenty of room to entertain, garden, add a pool, or simply unwind while enjoying beautiful Florida sunsets. It’s an outdoor space designed for relaxing evenings and making lasting memories.
Location truly sets this home apart. Just steps from Sarasota Bay, you’re minutes from vibrant downtown Sarasota, Sarasota-Bradenton International Airport, IMG Academy, world-renowned Gulf beaches, waterfront dining, shopping, and entertainment. Around the corner, Sara Bay Marina offers convenient boat slips and dry storage, making it easy to embrace Sarasota’s coveted boating lifestyle.
Whitfield Estates remains one of Sarasota’s hidden gems, offering no mandatory HOA and no CDD fees, providing flexibility for full-time residents, seasonal homeowners, or investors alike. An optional $40 annual neighborhood association includes culinary membership privileges at the prestigious Sara Bay Country Club.
Whether you’re searching for your forever home, a seasonal retreat, or a smart investment, 138 Holly Avenue offers the perfect balance of location, quality craftsmanship, modern updates, and effortless Florida living—all in one of Sarasota’s most desirable waterfront neighborhoods.
- Houzeo last checked: 1 hour ago
- Listing updated: September 18, 2026 at 8:30 pm
- Listing Provided by: Jessie Bonner (941) 356-3182 | SARABAY REAL ESTATE INC (941) 355-7696
- Source: Stellar MLS-FL | MLS#: A4699091

Property Details
Status
Active Under Contract
Type
Single Family Residence
No. of Stories
1
County
City
Neighborhood
--
Year Built
1961
HOA Fees
-
Finished Area
2,187 sqft
Lot Size
11,700 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
A4699091
MLS Status
Pending
Days on Market
93
Cumulative Days on Market
74

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 2
Primary Bedroom
Level: First
Primary Bathroom
Level: First
Bedroom 2
Level: First
Bedroom 3
Level: First
Bathroom 2
Level: First
Kitchen
Level: First
Living Room
Level: First
Interior
Exterior Features
Lighting
Sewer
Public Sewer
Heating
Central, Electric
Flooring
Tile, Vinyl
Interior Features
Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Window Treatments
Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
Cooling
Central Air
Construction
Year Built
Year Built: 1961
Home type
Single Family Residence
Construction Materials
Block, Stucco
Foundation Details
Slab
Roof
Shingle
Utilities & Energy
Utilities
Public
Laundry Features
Laundry Room
Water Source
Public
Other Features
Subdivision Name
Whitfield Estates Blks 14 23 & 26
Price History
| Date | Event | Price |
|---|---|---|
09/18/2026 Source: | Contingent (Active Under Contract) | $599,000 -0.17% $274/sqft |
07/06/2026 Source: | Listed for Sale | $600,000 +0.17% $274/sqft |
07/06/2026 Source: #MFRA4699091 | Price Decreased | $599,000 -0.17% $274/sqft |
07/06/2026 Source: | Price Increased | $600,000 +5.45% $274/sqft |
05/31/2023 Source: | Price Increased | $569,000 +0.73% $260/sqft |
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Based on information from Stellar MLS® through Oct 08, 2026, 09:00AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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